CA2174000A1 - Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue - Google Patents

Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue

Info

Publication number: CA2174000A1
Authority: CA; Canada
Prior art keywords: loweralkyl; independently selected; alkoxy; hydrogen; trifluoromethyl
Prior art date: 1993-10-22
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

CA002174000A

Other languages

English (en)

Other versions

CA2174000C (fr

Inventor

Timothy L. Stuk

Francis A. J. Kerdesky

Linda M. Lijewski

Daniel W. Norbeck

David Scarpetti

Jien-Heh J. Tien

Michael S. Allen

Denton C. Langridge

Laura Melcher

Daniel S. Reno

Hing Leung Sham

Chen Zhao

Anthony R. Haight

M. Robert Leanna

Howard E. Morton

Timothy A. Robbins

Thomas J. Sowin

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

AbbVie Inc

Original Assignee

Individual

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1993-10-22

Filing date

1994-09-26

Publication date

1995-04-27

1994-09-26 Application filed by Individual filed Critical Individual

1995-04-27 Publication of CA2174000A1 publication Critical patent/CA2174000A1/fr

2005-05-24 Application granted granted Critical

2005-05-24 Publication of CA2174000C publication Critical patent/CA2174000C/fr

2014-09-26 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

GQYLTNRRTTVXGQ-UHFFFAOYSA-N 2,5-diaminohexan-3-ol Chemical class CC(N)CC(O)C(C)N GQYLTNRRTTVXGQ-UHFFFAOYSA-N 0.000 title 1
125000003545 alkoxy group Chemical group 0.000 abstract 5
229910052739 hydrogen Inorganic materials 0.000 abstract 5
239000001257 hydrogen Substances 0.000 abstract 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 4
125000005843 halogen group Chemical group 0.000 abstract 3
150000002431 hydrogen Chemical group 0.000 abstract 3
125000001424 substituent group Chemical group 0.000 abstract 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
239000002253 acid Substances 0.000 abstract 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
150000001875 compounds Chemical class 0.000 abstract 1
229910052736 halogen Inorganic materials 0.000 abstract 1
150000002367 halogens Chemical class 0.000 abstract 1
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
239000000543 intermediate Substances 0.000 abstract 1
-1 loweralkyl Chemical group 0.000 abstract 1
125000001624 naphthyl group Chemical group 0.000 abstract 1
229910052757 nitrogen Inorganic materials 0.000 abstract 1
125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
150000003839 salts Chemical class 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/14—Aza-phenalenes, e.g. 1,8-naphthalimide
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
- C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
- C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/36—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/40—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Other In-Based Heterocyclic Compounds (AREA)
Indole Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

CA002174000A 1993-10-22 1994-09-26 Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue Expired - Lifetime CA2174000C (fr)

Applications Claiming Priority (5)

Application Number	Priority Date	Filing Date	Title
US14179593A	1993-10-22	1993-10-22
US08/141,795		1993-10-22
US08/281,502 US5491253A (en)	1993-10-22	1994-07-27	Process for the preparation of a substituted 2,5-diamino-3-hydroxyhexane
US08/281,502		1994-07-27
PCT/US1994/010852 WO1995011224A1 (fr)	1993-10-22	1994-09-26	Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue

Publications (2)

Publication Number	Publication Date
CA2174000A1 true CA2174000A1 (fr)	1995-04-27
CA2174000C CA2174000C (fr)	2005-05-24

Family

ID=26839452

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002174000A Expired - Lifetime CA2174000C (fr)	1993-10-22	1994-09-26	Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue

Country Status (11)

Country	Link
US (11)	US5491253A (fr)
EP (2)	EP0724563B1 (fr)
JP (2)	JP3822233B2 (fr)
AT (2)	ATE238983T1 (fr)
CA (1)	CA2174000C (fr)
DE (2)	DE69432611T2 (fr)
DK (2)	DK0916646T3 (fr)
ES (2)	ES2198094T3 (fr)
GR (1)	GR3031939T3 (fr)
PT (1)	PT916646E (fr)
WO (1)	WO1995011224A1 (fr)

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EP0748801B1 (fr) *	1994-03-02	2001-12-19	Daicel Chemical Industries, Ltd.	Derive de la 2-isoxazoline, son procede de production et procede de production de ses derives associes
JP3338227B2 (ja)	1995-02-28	2002-10-28	高砂香料工業株式会社	ケトニトリル誘導体及びヘキセノン誘導体の製造方法
US6037157A (en)	1995-06-29	2000-03-14	Abbott Laboratories	Method for improving pharmacokinetics
US5932766A (en) *	1997-05-30	1999-08-03	Abbott Laboratories	Process for the preparation of substituted keto-enamines
MY145265A (en)	1998-07-20	2012-01-13	Abbott Lab	Amorphous ritonavir
US6307090B1 (en)	1999-01-22	2001-10-23	The United States Of America As Represented By The Department Of Health And Human Services	Acylated oligopeptide derivatives having cell signal inhibiting activity
WO2000056760A1 (fr) *	1999-03-23	2000-09-28	The United States Of America, Represented By Secretary, Department Of Health And Human Services	Derives de phenylalanine
US7226991B1 (en) *	1999-03-23	2007-06-05	United States Of America, Represented By The Secretary, Department Of Health And Human Services	Phenylalanine derivatives
US6765019B1 (en)	1999-05-06	2004-07-20	University Of Kentucky Research Foundation	Permeable, water soluble, non-irritating prodrugs of chemotherapeutic agents with oxaalkanoic acids
US6573409B1 (en) *	1999-07-02	2003-06-03	The Nutrasweet Company	Process for the preparation of 3,3-dimethylbutanal
ES2283315T3 (es) *	1999-09-16	2007-11-01	Tanabe Seiyaku Co., Ltd.	Compuestos ciclicos de 6 miembros que contienen nitrogeno aromatico.
IT1313624B1 (it)	1999-09-21	2002-09-09	Archimica Spa Ora Clariant Lif	Procedimento per la sintesi del ritonavir
AU780697B2 (en)	1999-10-22	2005-04-14	Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services, The	Inhibition of cell motility and angiogenesis by inhibitors of the GRB2 SH2-domain
US7871981B2 (en) *	1999-10-22	2011-01-18	The United States Of America As Represented By The Department Of Health And Human Services	Inhibition of cell motility, angiogenesis, and metastasis
EP1248600B1 (fr)	2000-01-19	2008-05-14	Abbott Laboratories	Formulations pharmaceutiques d'inhibiteurs de la hiv protéase ameliorées
WO2002016407A2 (fr) *	2000-08-22	2002-02-28	The Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services	Inhibiteurs de liaison au domaine sh2
US7425537B2 (en) *	2000-08-22	2008-09-16	The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services	SH2 domain binding inhibitors
US7060165B2 (en) *	2002-02-14	2006-06-13	Pcbu Services, Inc.	Processes for purification and production of fluorocarbons
ATE384038T1 (de) *	2002-10-18	2008-02-15	Tohru Yokozawa	Verfahren zur herstellung optisch aktiver aminoalkohole
US20040138104A1 (en) *	2003-01-14	2004-07-15	The Government Of The United States Of America Represented By The Secretary,	Peptides
US6933504B2 (en) *	2003-03-12	2005-08-23	General Electric Company	CT detector having a segmented optical coupler and method of manufacturing same
US20050119163A1 (en)	2003-09-18	2005-06-02	The Government Of The United States Of America, As Represented By The Secretary,	SH2 domain binding inhibitors
WO2006090264A1 (fr) *	2005-02-28	2006-08-31	Ranbaxy Laboratories Limited	Procede de synthese de 2-amino-5- amino protege-3-hydroxy-1, 6-diphenylhexane ou un sel de celui-ci un intermediaire pour medicaments antiviraux
AU2006285080B2 (en)	2005-09-02	2012-05-03	Amgen Inc.	Methods of modulating intestinal fluid balance
US20080160204A1 (en) *	2006-12-28	2008-07-03	Lavoie Adrien R	Spontaneous copper seed deposition process for metal interconnects
US8236991B2 (en) *	2007-06-08	2012-08-07	Aurobindo Pharma Ltd.	Process for the preparation of substantially pure (2S,3S,5S)-5-amino-2-N,N-dibenzylamino-3-hydroxy-1,6-diphenylhexane
JP5204438B2 (ja) *	2007-07-31	2013-06-05	東ソ−・エフテック株式会社	含フッ素アミン化合物の製造方法
CN101967130B (zh) *	2010-07-02	2012-12-26	厦门市亨瑞生化有限公司	利托那韦中间体的合成方法
CN107602454B (zh) *	2017-09-19	2020-12-01	佛山科学技术学院	磺酰胺类化合物及其制备方法和用途
US10529439B2 (en)	2017-10-24	2020-01-07	Spin Memory, Inc.	On-the-fly bit failure detection and bit redundancy remapping techniques to correct for fixed bit defects
US10438995B2 (en)	2018-01-08	2019-10-08	Spin Memory, Inc.	Devices including magnetic tunnel junctions integrated with selectors
CN113636957A (zh) *	2021-08-24	2021-11-12	广东东阳光药业有限公司	利托那韦中间体的晶体及其制备方法

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US2784228A (en) *	1953-08-26	1957-03-05	North Carolina Pharmacentical	Alkaline hydrogenation of oximinoketones
GB1383186A (en) *	1972-07-26	1975-02-05	Luso Farmaco Inst	Beta-aminoketone derivatives
US5142056A (en) *	1989-05-23	1992-08-25	Abbott Laboratories	Retroviral protease inhibiting compounds
US5177259A (en) *	1986-04-11	1993-01-05	Warner-Lambert Company	Diarylalkanoids having activity as lipoxygenase inhibitors
WO1988002374A2 (fr) *	1986-09-30	1988-04-07	The Upjohn Company	Peptides inhibiteurs de la rennine presentant des parties nouvelles a terminaison en c
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1994
- 1994-07-27 US US08/281,502 patent/US5491253A/en not_active Expired - Lifetime
- 1994-09-26 ES ES99101692T patent/ES2198094T3/es not_active Expired - Lifetime
- 1994-09-26 DE DE69432611T patent/DE69432611T2/de not_active Expired - Fee Related
- 1994-09-26 WO PCT/US1994/010852 patent/WO1995011224A1/fr not_active Ceased
- 1994-09-26 AT AT99101692T patent/ATE238983T1/de not_active IP Right Cessation
- 1994-09-26 EP EP94929340A patent/EP0724563B1/fr not_active Expired - Lifetime
- 1994-09-26 DK DK99101692T patent/DK0916646T3/da active
- 1994-09-26 AT AT94929340T patent/ATE183993T1/de not_active IP Right Cessation
- 1994-09-26 DE DE69420421T patent/DE69420421T2/de not_active Expired - Fee Related
- 1994-09-26 EP EP99101692A patent/EP0916646B1/fr not_active Expired - Lifetime
- 1994-09-26 PT PT99101692T patent/PT916646E/pt unknown
- 1994-09-26 ES ES94929340T patent/ES2138667T3/es not_active Expired - Lifetime
- 1994-09-26 JP JP51182995A patent/JP3822233B2/ja not_active Expired - Lifetime
- 1994-09-26 CA CA002174000A patent/CA2174000C/fr not_active Expired - Lifetime
- 1994-09-26 DK DK94929340T patent/DK0724563T3/da active
1995
- 1995-03-31 US US08/414,876 patent/US5508409A/en not_active Expired - Lifetime
- 1995-03-31 US US08/414,974 patent/US5565604A/en not_active Expired - Lifetime
- 1995-04-03 US US08/415,385 patent/US5541328A/en not_active Expired - Lifetime
- 1995-04-03 US US08/415,403 patent/US5543549A/en not_active Expired - Lifetime
- 1995-04-07 US US08/418,705 patent/US5616776A/en not_active Expired - Lifetime
- 1995-04-07 US US08/418,727 patent/US5569777A/en not_active Expired - Lifetime
- 1995-04-10 US US08/419,327 patent/US5543552A/en not_active Expired - Lifetime
- 1995-04-10 US US08/419,168 patent/US5625092A/en not_active Expired - Lifetime
- 1995-04-10 US US08/419,301 patent/US5543551A/en not_active Expired - Lifetime
1996
- 1996-03-29 US US08/625,783 patent/US5654466A/en not_active Expired - Lifetime
1999
- 1999-11-25 GR GR990403031T patent/GR3031939T3/el unknown
2006
- 2006-02-28 JP JP2006052376A patent/JP4172717B2/ja not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EP0916646A2 (fr)	1999-05-19
US5543552A (en)	1996-08-06
DK0724563T3 (da)	2000-03-20
DK0916646T3 (da)	2003-08-25
US5616776A (en)	1997-04-01
DE69432611T2 (de)	2004-03-18
EP0916646A3 (fr)	1999-08-18
US5508409A (en)	1996-04-16
US5565604A (en)	1996-10-15
US5543549A (en)	1996-08-06
US5543551A (en)	1996-08-06
EP0916646B1 (fr)	2003-05-02
EP0724563B1 (fr)	1999-09-01
ES2138667T3 (es)	2000-01-16
US5491253A (en)	1996-02-13
EP0724563A1 (fr)	1996-08-07
US5625092A (en)	1997-04-29
ATE183993T1 (de)	1999-09-15
ATE238983T1 (de)	2003-05-15
WO1995011224A1 (fr)	1995-04-27
DE69420421T2 (de)	2000-05-04
HK1011677A1 (en)	1999-07-16
ES2198094T3 (es)	2004-01-16
JP4172717B2 (ja)	2008-10-29
US5541328A (en)	1996-07-30
US5654466A (en)	1997-08-05
JP3822233B2 (ja)	2006-09-13
PT916646E (pt)	2003-09-30
JP2006206597A (ja)	2006-08-10
US5569777A (en)	1996-10-29
JPH09504024A (ja)	1997-04-22
GR3031939T3 (en)	2000-03-31
DE69432611D1 (de)	2003-06-05
DE69420421D1 (de)	1999-10-07
CA2174000C (fr)	2005-05-24

Legal Events

Date	Code	Title	Description
2001-04-23	EEER	Examination request
2014-11-30	MKEX	Expiry	Effective date: 20140926

Publication	Publication Date	Title
GR3031939T3 (en)	2000-03-31	Process for the preparation of a substituted 2,5-diamino-3-hydroxyhexane
CA2024572A1 (fr)	1991-03-06	4-pyrimidinamines et pyrimidinediamines substituees en n, procede depreparation et utilisation comme medicaments
CA2033392A1 (fr)	1991-06-30	Derives d'acide a-nor-steroide-3-carboxylique
ES2070660A1 (es)	1995-06-01	Un procedimiento para la preparacion de 2,5-damino-3-hidroxihexanos sustituidos, utiles como inhibidores de proteasas retrovirales.
CA2502856A1 (fr)	1994-06-30	Intermediaires pour les composes inhibant la protease retrovirale
CA2109818A1 (fr)	1993-01-12	Methode de preparation d'intermediaires de la sertraline
CA2081970A1 (fr)	1993-05-09	Utilisation d'agents inhibant la protease du vih pour le traitement du sida
CA2165819A1 (fr)	1995-11-02	Derives de dc-89
CA2101684A1 (fr)	1994-02-02	Composes de type (hetero)aryle substitues, procede pour leur preparation, agents les contenant et leur utilisation comme phytoprotecteurs
AP9801237A0 (en)	1998-06-30	Quinoline derivatives.
CA2285119A1 (fr)	1997-06-19	Composes inhibiteurs de protese retrovirale
CA2109482A1 (fr)	1994-04-30	Procede pour la production d'alanylglutamine
CA2029265A1 (fr)	1991-05-04	Derives 4- et 6-carbamate de physostigmine; methode et produits intermediaires pour leur preparation, leur utilisation comme medicaments
CA2245267A1 (fr)	1999-02-08	Forme cristallisee de n-(4-trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide
CA2031079A1 (fr)	1991-05-31	Aminocarbonylcarbamates apparentes a la physostigmine, un procede pour les preparer et leur utilisation comme medicaments
CA2098020A1 (fr)	1992-07-03	Composes antiviraux
WO1997031016A3 (fr)	1998-02-19	Nouveaux inhibiteurs des processus lies a la presence de sh2
GR3032553T3 (en)	2000-05-31	Process for the preparation of a substituted 2.5-diamino-3-hydroxyhexane
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